Piperidine → 3-(4-Methoxyphenylsulfanyl)-4-phenylbutyric acid

HRID 1107113노트

반응식

[C:1]1([CH2:7][CH:8]=[CH:9][C:10]([OH:12])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([SH:21])=[CH:17][CH:16]=1.N1CCCCC1>>[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([S:21][CH:8]([CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:9][C:10]([OH:12])=[O:11])=[CH:17][CH:16]=1

참가 물질

반응물 3

HCID 8082Piperidine

HCID 127654-Methoxybenzenethiol

HCID 534018584-Phenyl-2-butenoic acid

생성물 1

HCID 106381083-(4-Methoxyphenylsulfanyl)-4-phenylbutyric acid수율 82%

반응 조건

온도: 110 °C

실험 절차

A mixture of 2 g (12.53 mmol) of 4-phenylbut-2-enoic acid, 1.8 mL (14.8 mmol) of 4-methoxybenzenethiol, and 0.4 mL (3.7 mmol) of piperidine is heated at 110° C. in a bomb for 18 hours. The reaction is partitioned between ethyl ether and 1N HCl. The organic layer is dried over anhydrous MgSO4 and concentrated in vacuo. Purification by flash silica gel chromatography affords 3.07 g (82%) of 3-(4-methoxyphenylsulfanyl)-4-phenylbutyric acid as a white crystalline solid.

후처리

customThe reaction is partitioned between ethyl ether and 1N HCl
dry with materialThe organic layer is dried over anhydrous MgSO4
concentrationconcentrated in vacuo
customPurification by flash silica gel chromatography

출처 및 근거

ORD 기록: ord-46b1720d905f4b3b9480bf6bc7369970
출처 데이터셋: uspto-grants-2000_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06057369

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